Shaftsbury Vermont Real Estate

Discover quintessential Vermont along this idyllic country road embodying peace and serenity. The property features mature trees and a peaceful, quiet location. Close to Lake Shaftsbury State Park and Lake Paran as well as many hiking trails and ski areas. This would make a perfect weekend getaway, vacation rental, or full-time home. New vinyl siding, a recent metal roof, and newer furnace. Enjoy the convenience of a drive through garage and circular driveway which can easily fit five or six cars when hosting picnics in the large backyard. With high speed internet, working from home is a breeze. The flexible bonus room would make an ideal home office, playroom, guest room, or a future bedroom by adding insulation and a heat source. Wonderful neighborhood full of friendly folk. The tree lined road is perfect for walking, running, biking, and dog walking. Conveniently located halfway between Manchester and Bennington for food, friends, and shopping. It may be small, but it’s full of potential!

Ready for its next owner! This charming home offers a great opportunity for anyone looking to put their personal touch on a property with tons of potential. Sitting on an acre-sized lot, there’s plenty of room to expand. Inside, the home needs some TLC—but that’s where the value lies. With the right updates, you can truly bring your vision to life. The layout also provides potential for an in-law suite, giving you flexibility for guests or even rental income. Come make this your home!

Affordable single-level living in a convenient North Bennington location. Priced to sell, 1645 Route 67E offers comfortable space and practical features for buyers seeking an easy-to-maintain home. This home provides a functional layout with good-sized bedrooms, including a large primary bedroom with en-suite bath that offers both space and privacy. The single-level design allows for easy living with a natural flow between the kitchen, dining, and living areas. The home offers excellent storage throughout, making everyday organization simple and accommodating seasonal belongings with ease. Outside, the property features a large two-car garage with loft storage, providing valuable space for vehicles and additional storage needs. Conveniently located just minutes from North Bennington Village, downtown Bennington, Bennington College, shopping, restaurants, and everyday amenities, this property offers both accessibility and value in Southern Vermont. A great opportunity for buyers seeking comfortable living, good space, and an accessible location.

This quiet country location has 2 homes located on its 2 acres. The main home is a 3 bedroom ranch featuring a large eat-in kitchen opening into a large living room. 3 bedrooms, including an addition with a large primary with 2 closets inlcuding one whick is a large walk-in closet. A large full bath with washer/dryer hookups completes the living area. The house has a partial concrete basement under the older portion, with a crawlspace under the addition. This main house needs some TLC including interior paint and could use new carpet and vinyl flooring. The smaller second house is located a few hundred feet from the main house and has its own separate driveway and a separte septic system (the 2 houses do share a common drilled well) This house features a 2 room design with the kitchen / living room space, large bedroom, full bath, and a utility/laundry room. At 798 sqft, there is plenty of room. The possibilities are endless.. occupy the main house and have a family member or tenant live in the smaller house or possible Airbnb. Or rent both homes. Or use the 2nd home as your office.

Tucked away in a private setting in Shaftsbury, this inviting home sits on 2.12 acres, offering both tranquility and convenience-just a short drive to both Manchester and Bennington. With 2,350 square feet of living space, the home features 3 bedrooms and 2.5 baths, thoughtfully designed for comfort and functionality. Many upgrades were completed in 2006, enhancing both efficiency and livability. The updated kitchen with granite couuntertops flows into an open dining and living area highlighted by soaring cathedral ceilings, creating a bright and airy atmosphere ideal for both everyday living and entertaining. A spacious family room provides additional gathering space, while the main-floor primary suite offers ease and privacy. An outdoor pellet furnace adds energy efficiency, complementing the home’s practical upgrades. Attached to the rear of the home is an 18x24 workshop/storage area-perfect for hobbies, equipment, or additional workspace. Outside, enjoy a paved driveway leading to a detached two-car garage, along with a 12x28 Shelter Logic portable garage for extra storage. A large private deck overlooks the peaceful surroundings, ideal for relaxing or hosting, and a storage shed adds even more versatility. A wonderful opportunity to enjoy private country living with generous space, thoughtful amenities, and a convenient location.

Magnificent setting on 4 scenic acres in rural Shaftsbury, this classic 1979 Saltbox offers the perfect blend of Vermont charm, functional space, and meaningful updates. Surrounded by rolling landscape and mountain views, the vibe is peaceful and inviting—ideal for those seeking privacy without sacrificing convenience. Inside, the home features a warm and welcoming layout highlighted by natural wood ceilings, exposed beams, and large windows to capture the views from every angle. The spacious main living area flows easily to the kitchen and dining space, while a wood stove adds both ambiance and supplemental heat. A first-floor bedroom and full bath provide flexible living options, with two additional bedrooms and a second bath upstairs. Recent improvements add significant value and peace of mind, including a standing seam metal roof, vinyl siding, windows, and a covered deck that expands your living space outdoors. The kitchen has been refreshed with updated appliances and countertops, with bamboo hardwood flooring running throughout the main floor. The oil tank and furnace were installed new in 2021. Recent system updates include replaced well pumps (drilled and shallow wells), a serviced central A/C system, and an updated radon mitigation fan—enhancing efficiency, reliability, and everyday comfort. Deck railings are a work in progress; materials are on site and seller will complete prior to closing. The oversized two-car garage features a brand new roof and a full second floor, offering exceptional versatility for a workshop, storage, or future finished space. Bordered by woods to the west for afternoon shade and an unobstructed eastern mountain view to soak up every sunrise, this property is as special outside as it is inside. Whether you're looking for a full-time residence or a Vermont retreat, this property delivers space, setting, and substance in a truly special location.

Quintessential Vermont farmhouse located down a bucolic country road, perfect for strolls, set on 3.45 level acres with a pond, fenced garden, and sweeping views of a neighboring sheep farm—this is the Vermont dream. Step in from the attached two-car garage into a tiled mudroom with half bath, perfect for muddy boots and farm-to-table living. The great room is breathtaking, with vaulted ceilings, a brick hearth with wood stove, and an open kitchen, dining, and living area that flows effortlessly to the outdoors. Just off the main space, a cozy den and bonus room (currently an exercise room) with a full bath could become a first-floor primary suite, while a massive pantry and first-floor laundry add everyday convenience. Upstairs, three bedrooms feature wide plank floors, built-ins, and a 3/4 bath with a clawfoot tub. Outside, sip your morning coffee or evening wine from the porches or stone patio with brick pizza oven, harvest from your garden and blueberry bushes, and soak in Vermont life at its absolute finest—filled with natural light, historical integrity, meticulously maintained, and ready for memories. Just three hours to NYC and Boston, one hour to Albany Airport, and a short drive in either direction to shopping, dining, skiing and entertainment in Bennington or Manchester. It just doesn't get much more Vermont than this! Come see and fall in love!

Well designed and newer home on 10.085 acres in Shaftsbury, VT. Offering 3 bedrooms, including main level primary bedroom and 2 full bathrooms. Cathedral ceiling formal dining room and modern kitchen with dining area and breakfast bar. Large living room with vaulted ceiling and lots of light. Main level laundry and rear mudroom finish the first floor. Upstairs there is a wonderful loft area, 2 more bedrooms and a full bathroom. The basement is large and could possible have finished space. The outside is where this home truly shines. Great location, large sitting porch to watch the fauna. Rear deck for relaxing and large yard space. Large barn for either shop work or you could use it as a garage, as well as a storage shed. Short walk to the creek and lots of hiking trails.

Welcome to Rod and Gun Club Rd. Offering 1748 sq ft, with a full useable basement, sitting on 4.43 acres of land, with a 3-bay garage with carport as well as, an attached 2-car garage, a barn with stalls if you want to have some animals. This newly renovated ranch style home with thoughtful design offers 3B,2Bath, with a spacious and flexible layout with a fireplace with a gas insert in the living room. Newer kitchen with granite counter tops and large island all with new stainless-steel appliances. First- floor Primary bedroom offers its own walk out deck for your morning coffee with amazing views. In the basement you will see a new Buderus Boiler and 200-amp electrical service and a large great room with a wood burning fireplace. This home has a new roof as well as a new front porch. This house has been totally renovated top to bottom. Enjoy a large inground pool for your private entertaining, with an amazing large porch for that perfect party day. Call for your personal viewing today.

Horse enthusiasts take notice! Barn Recently renovated w New Electric, 3@12x12 stalls, new Loft & Heated Tack Rm added, or use as desired, Hobby Shop, Antiques, Storage. Wonderful Newly Fenced Pasture & Paddocks & Fencing around house for children or pets. Charming audible Paran Creek from the porch w/nearby adjoining access to serene 6acre Spring Fed Pond. Total of 17.47 acres for your complete enjoyment. This is a vintage 1800's farmhouse w/an old grist mill foundation still evident along the brook w/this historic property! Covered Porch & Patio is perfect for relaxing rocking, while being soothed by the soft sounds of the brook. Renovated in 2020 including Elec, Heating & Lighting updates. Outdoors there are berries, perennials, mature apple trees & volleyball court! Presently used as a second story apartment/two family, or can easily revert back to one larger single family, additionally can be as In-Law family living w/second kitchen. Home presently occupied by Owner & Tenant, photos prior to owner occupancy. Currently home business. 15 mins to nearby Bennington or 25 mins to Manchester for shopping & restaurants, Rt 7 north/south State access. Lake Shaftsbury State Park nearby. Seller can be Ready! Tractor negotiable.

Welcome to 2 Cold Spring Road a cherished homestead steeped in history, beauty, and Vermont tradition. This 1785 Center Hall Colonial has been in the same family for generations and is now ready for its next chapter. With five spacious bedrooms, two full baths, and a classic layout that captures the warmth of country living, this property offers timeless charm with endless potential. Set on 50 breathtaking acres, the land features rolling pastures, wooded trails perfect for horseback riding, biking, or running, and your very own spring fed pond. Whether you're enjoying a summer day by the water or a snowy winter evening under a starlit sky free from light pollution, this property offers the true essence of all four Vermont seasons. A three-bay garage, three-stall horse barn, tool shed/workshop, chicken coops, and a natural root cellar provide everything you need for a self sustained, rural lifestyle. This is more than a home its a rare opportunity to own a piece of Vermont's history. Property likes this don't come along often, and it must be seen to be fully appreciated. Come experience the beauty, serenity, and potential of 2 Cold Spring Road. Welcome to the 802!

Tucked away on a private road, this stunning brick colonial offers over 30 acres of peaceful Vermont countryside-yet is less than 2 miles from the Village of North Bennington and Bennington College. A classic barn and separate studio provide endless possibilities for hobbies, storage, or creative space. The main level features a spacious living room with a fireplace, warm pine floors, and plenty of room for a dining area. The kitchen is a cook’s dream with cherry cabinets, a gas range, and a large island, plus a slider that opens to a pergola for outdoor dining and relaxation. A private office and half bath complete the first floor. Upstairs, beautiful pine floors continue throughout. The primary suite offers comfort and style, joined by two additional bedrooms and a full bath. From nearly every window, take in sweeping views of the surrounding landscape. A truly special property combining timeless charm with acreage, views, and versatile outbuildings-while still being just minutes from village conveniences and cultural amenities.

In 1922, poet laureate and Shaftsbury resident Robert Frost was inspired by the bucolic local backroads to write “Stopping by the Woods on a Snowy Evening." The Dexter Road Farmhouse, dating back 225 years, remains a testament to the enduring charm of Vermont and the simpler rhythms of country life. Nestled at the end of a serene, tree-lined town road, this charming 1800 farmhouse captures the timeless beauty of rural Vermont. With sweeping vistas, peaceful surroundings, and a perfect balance of seclusion and convenience to all the Northshire region has to offer, this property is a rare gem. Lovingly cared for by the same family for over 70 years, the home retains much of its original character and craftsmanship, including wide pine flooring, original moldings, classic woodwork, and a gracious entrance hall. Traditional wall and ceiling boards further enhance the home's authentic farmhouse allure. With 40 acres more or less and a picturesque skating pond, there's ample room to explore, garden, or enjoy the pastoral landscape. The spacious layout features 4 bedrooms, 3 bathrooms, an inviting country kitchen, a formal dining room, a living room with a wood-burning fireplace, a library, and a bonus room. The windowed office on the lower level overlooks the pond and includes a Murphy bed. We invite you to discover the timeless appeal of this exceptional property, explore the quiet beauty of Shaftsbury, and consider making this charming farmhouse your home in Vermont.

A private Vermont sanctuary set on over 40 acres of meadows, rolling hills, stone walls, and mature forest. This sophisticated modern farmhouse offers rare peace, privacy, and natural beauty, and sweeping seasonal views from every room. Designed to blend seamlessly into the land, the light-filled home features expansive Marvin windows and refined custom finishes throughout. The chef’s kitchen includes custom inset cabinetry, marble countertops, a Sub-Zero refrigerator, Viking range, and a walk-in pantry with walnut counter and beadboard ceiling. The primary suite offers a cathedral ceiling and tranquil views, with a spa-like bath featuring marble floors and a clawfoot soaking tub. Two additional bedrooms, a full bath, and laundry complete the second floor. Recent 2025 updates include a standing-seam metal roof and mini-split systems throughout. Property is offered fully furnished with nearly new pieces from Pottery Barn and West Elm. A 2025 Polaris Expedition is included. A rare opportunity for those seeking privacy, beauty, and understated Vermont luxury. All measurements approximate.

Gorgeous, renovated Colonial offering exceptional flexibility, thoughtful design, and timeless charm. This beautifully updated property features a spacious main residence along with a stunning addition that includes a full in-law suite and a private studio above ideal for guests, extended family, a home office, or potential rental income. Solar panels installed above the garage power efficient mini-split systems, and a Tesla Powerwall provides added energy independence and peace of mind. The main house offers four bedrooms, a fabulous chef’s kitchen with quality finishes and generous workspace, and warm, inviting living areas filled with abundant natural light. Magnificent views of Mount Anthony and the sweeping five-acre meadow below can be enjoyed from the kitchen, dining room, living room, and screened porch—where wildlife is often part of the daily landscape. A new large enclosed porch further expands the living space, creating the perfect setting to relax or entertain year-round. Set on 17+ picturesque acres framed by classic stone walls, the property offers lovely views, open meadow, and wooded privacy with ample outdoor space to explore and enjoy. A three-car detached garage provides excellent space for vehicles, storage, or hobby use, while a workshop and spacious woodshed add exceptional functionality. Equestrian enthusiasts will appreciate the charming pony barn and paddock, completing this truly special setting. A rare opportunity to own a beautifully expanded home with multiple living options, sustainable features, and breathtaking views in a serene and private landscape.

Experience the quintessential Vermont lifestyle in this masterfully renovated (2021) contemporary farmhouse, offering 6,100 sq. ft. of finished living space. Tucked at the end of a breathtaking maple-lined driveway, this 17± acre property offers panoramic mountain views and a private sanctuary for hiking, cross-country skiing, snowshoeing, and snowmobiling right from your door. The heart of the home features beautiful cherry flooring and a chef’s kitchen with premium appliances and quartz countertops, flowing seamlessly into a spacious dining area with an intimate sitting room anchored by a soapstone stove. Beyond, a window-lined living room with vaulted wood-beamed ceilings and custom built-ins serves as a perfect hub for media, games, or relaxation. The top floor is designed for both luxury and versatility, featuring a primary suite retreat with a private fireplace and a modern en suite bath showcasing those incredible mountain views. A window-lined hallway with recessed laundry leads to a flexible secondary living wing with two additional vaulted ceiling bedrooms and two full bathrooms—perfectly suited for guests or an au pair suite with its own separate entries. The expansive lower level is built for indoor-outdoor living, featuring a massive stone fireplace, family room, exercise area, game room, and two private bedrooms. Large glass doors provide a seamless walk-out to the patio, where you’ll find a heated inground swimming pool and a custom fire pit. Automotive and outdoor enthusiasts will appreciate the three separate garages accommodating several cars plus a spacious workshop, including one bay designed specifically for a boat or oversized vehicle. A solar array on the garage roof works with backup batteries to keep electric costs below $400 annually. Located with easy access to Stratton and Mount Snow, and a straightforward drive from New York or Boston, this estate is the ultimate four-season destination.

Welcome to Hidden Ponds Farm - a breathtaking retreat set on 40 sprawling acres where history and refined country living meet in perfect harmony. This extraordinary early 1800s post-and-beam converted barn has been thoughtfully reimagined, preserving its authentic character while seamlessly integrating modern comforts. A magnificent 1,000-foot hand-placed stone wall winds gracefully across the landscape, framing two picturesque ponds and twin orchards that offer seasonal beauty and fresh harvests. The outdoor amenities elevate this property into a private resort: an inviting in-ground pool, hot tub, propane fire pit, and an impressive 90-foot deck with retractable awning, ideal for effortless entertaining and long summer evenings under the Vermont sky. For collectors, hobbyists, or outdoor enthusiasts, the property offers exceptional versatility. A detached four-bay garage with second-story loft provides abundant storage, while an additional outbuilding easily accommodates a large Class A motor home or boat. Separate pump houses serve both the pond and pool, ensuring functionality meets convenience. A dramatic post-and-beam great room addition, completed in 1997, creates a striking focal point within the home. Anchored by a soaring floor-to-ceiling stone fireplace, this grand yet welcoming space captures the essence of rustic elegance. Above, a charming loft offers the perfect reading nook, studio, or private office retreat. The renovated kitchen blends contemporary appliances and thoughtful design with the warmth and character of the original barn structure. Three spacious bedrooms and three beautifully updated bathrooms, including one featuring a luxurious steam shower, provide comfort and privacy for family and guests. Hidden Ponds Farm is a rare and remarkable offering, a timeless estate where history, natural beauty, and modern living come together in one unforgettable property.